I already made the switch from a factory CVO to a BYO (Build Your Own) CVO: 2018 RG Ultra with the Stg 3 114" kit, then added heated grips and seat, Airflow collection f/r footboards and hwy pegs, etc, etc.
Even after spending ~ $7K to upgrade to 114" with the great seat and the other bling, I saved $13K over what it would have cost to get the 2018 SERG and add TP and lowers to get it to an Ultra. The Twisted Cherry paint is great, and while I like the red fade and the blue Limited Anny paint, I don't like them $13K worth lol.
The CVOs were well worth the money back in 2004 and '05, when you got much better paint and chrome, plus a 17% larger engine (88" to 103") compared to at-best a 9% increase (107 to 117)...which could be just a 2.6% raise (114 to 117). In addition, for a few hundred dollars over the cost of basic black, you can get a world-class paint job that blows away the non-CVO paint jobs of 10 years ago.
So yeah, along with the much higher initial cost and the much higher depreciation, there's just not enough "extra" to encourage me to spring for the CVO. Harley has only themselves to blame.